JP6586366B2 - 金属有機フレームワーク、その製造および使用 - Google Patents
金属有機フレームワーク、その製造および使用 Download PDFInfo
- Publication number
- JP6586366B2 JP6586366B2 JP2015561841A JP2015561841A JP6586366B2 JP 6586366 B2 JP6586366 B2 JP 6586366B2 JP 2015561841 A JP2015561841 A JP 2015561841A JP 2015561841 A JP2015561841 A JP 2015561841A JP 6586366 B2 JP6586366 B2 JP 6586366B2
- Authority
- JP
- Japan
- Prior art keywords
- mof
- triazolate
- atmospheres
- oxalate
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000012621 metal-organic framework Substances 0.000 title claims description 159
- 238000004519 manufacturing process Methods 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims description 112
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 88
- 239000000463 material Substances 0.000 claims description 87
- 238000000034 method Methods 0.000 claims description 83
- 239000007789 gas Substances 0.000 claims description 62
- 239000000203 mixture Substances 0.000 claims description 45
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 44
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims description 43
- 239000001569 carbon dioxide Substances 0.000 claims description 43
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 38
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 31
- LJVQHXICFCZRJN-UHFFFAOYSA-N 1h-1,2,4-triazole-5-carboxylic acid Chemical class OC(=O)C1=NC=NN1 LJVQHXICFCZRJN-UHFFFAOYSA-N 0.000 claims description 24
- 229910052799 carbon Inorganic materials 0.000 claims description 22
- 239000011701 zinc Substances 0.000 claims description 22
- 239000011148 porous material Substances 0.000 claims description 21
- 239000011541 reaction mixture Substances 0.000 claims description 11
- 239000002594 sorbent Substances 0.000 claims description 10
- 239000012922 MOF pore Substances 0.000 claims description 8
- 125000004429 atom Chemical group 0.000 claims description 8
- 150000007942 carboxylates Chemical class 0.000 claims description 8
- -1 zinc oxalate compound Chemical class 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 5
- 230000005855 radiation Effects 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 150000001450 anions Chemical class 0.000 description 64
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 46
- 238000006243 chemical reaction Methods 0.000 description 26
- 238000001179 sorption measurement Methods 0.000 description 22
- XQIGCIKMXNANJT-UHFFFAOYSA-N 3-amino-1,2,4-triazole-3-carboxylic acid Chemical compound OC(=O)C1(N)N=CN=N1 XQIGCIKMXNANJT-UHFFFAOYSA-N 0.000 description 20
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 16
- JBFYUZGYRGXSFL-UHFFFAOYSA-N imidazolide Chemical compound C1=C[N-]C=N1 JBFYUZGYRGXSFL-UHFFFAOYSA-N 0.000 description 16
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 15
- 239000003960 organic solvent Substances 0.000 description 15
- 238000010438 heat treatment Methods 0.000 description 14
- 125000004433 nitrogen atom Chemical group N* 0.000 description 14
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 14
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- 239000000843 powder Substances 0.000 description 12
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 10
- 150000001449 anionic compounds Chemical class 0.000 description 10
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 9
- HWUPTWDARIVICI-UHFFFAOYSA-N 5-fluoro-1h-imidazole Chemical compound FC1=CN=CN1 HWUPTWDARIVICI-UHFFFAOYSA-N 0.000 description 8
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- 239000001361 adipic acid Substances 0.000 description 8
- 235000011037 adipic acid Nutrition 0.000 description 8
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 7
- RAXXELZNTBOGNW-UHFFFAOYSA-N 1H-imidazole Chemical class C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 7
- YUDUFRYTKFGQCL-UHFFFAOYSA-N 2,2,3,3-tetrafluorobutanedioic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(O)=O YUDUFRYTKFGQCL-UHFFFAOYSA-N 0.000 description 7
- YUWKPDBHJFNMAD-UHFFFAOYSA-N 2-fluoroterephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(F)=C1 YUWKPDBHJFNMAD-UHFFFAOYSA-N 0.000 description 7
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 7
- IKNZBNHVVQIRTO-UHFFFAOYSA-N 2h-tetrazole-5-carboxylic acid Chemical compound OC(=O)C=1N=NNN=1 IKNZBNHVVQIRTO-UHFFFAOYSA-N 0.000 description 7
- 238000010521 absorption reaction Methods 0.000 description 7
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 7
- 239000003546 flue gas Substances 0.000 description 7
- 239000001384 succinic acid Substances 0.000 description 7
- CCUWGJDGLACFQT-UHFFFAOYSA-N 2,2,3,3,4,4-hexafluoropentanedioic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(O)=O CCUWGJDGLACFQT-UHFFFAOYSA-N 0.000 description 6
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 6
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- ZTVZLYBCZNMWCF-UHFFFAOYSA-N homocystine Chemical compound [O-]C(=O)C([NH3+])CCSSCCC([NH3+])C([O-])=O ZTVZLYBCZNMWCF-UHFFFAOYSA-N 0.000 description 6
- ZPEJZWGMHAKWNL-UHFFFAOYSA-L zinc;oxalate Chemical compound [Zn+2].[O-]C(=O)C([O-])=O ZPEJZWGMHAKWNL-UHFFFAOYSA-L 0.000 description 6
- FSXWCUSOFGPQKK-UHFFFAOYSA-N ethanebis(thioic s-acid) Chemical compound SC(=O)C(S)=O FSXWCUSOFGPQKK-UHFFFAOYSA-N 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000003345 natural gas Substances 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 150000003852 triazoles Chemical class 0.000 description 5
- JWZFROYOPUCAEF-UHFFFAOYSA-N 2-sulfanyl-2-sulfanylideneacetic acid Chemical compound OC(=O)C(S)=S JWZFROYOPUCAEF-UHFFFAOYSA-N 0.000 description 4
- 238000002441 X-ray diffraction Methods 0.000 description 4
- 229910002091 carbon monoxide Inorganic materials 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- 238000005201 scrubbing Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 241000894007 species Species 0.000 description 4
- MGWGWNFMUOTEHG-UHFFFAOYSA-N 4-(3,5-dimethylphenyl)-1,3-thiazol-2-amine Chemical compound CC1=CC(C)=CC(C=2N=C(N)SC=2)=C1 MGWGWNFMUOTEHG-UHFFFAOYSA-N 0.000 description 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 3
- 238000002429 nitrogen sorption measurement Methods 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000010025 steaming Methods 0.000 description 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 125000006725 C1-C10 alkenyl group Chemical group 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 description 2
- 230000014509 gene expression Effects 0.000 description 2
- 125000004404 heteroalkyl group Chemical group 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- 239000013259 porous coordination polymer Substances 0.000 description 2
- 238000001144 powder X-ray diffraction data Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 125000003107 substituted aryl group Chemical group 0.000 description 2
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 150000003536 tetrazoles Chemical class 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- NSPMIYGKQJPBQR-CVMUNTFWSA-N 1h-1,2,4-triazole Chemical group [13CH]=1[15N]=[13CH][15NH][15N]=1 NSPMIYGKQJPBQR-CVMUNTFWSA-N 0.000 description 1
- QGHDLJAZIIFENW-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical group C1=C(CC=C)C(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C(CC=C)=C1 QGHDLJAZIIFENW-UHFFFAOYSA-N 0.000 description 1
- 241000341924 Buthus paris Species 0.000 description 1
- FFUBMALSYZNEON-UHFFFAOYSA-L C(C(=O)[O-])(=O)[O-].N1N=NC(=C1)C(=O)O.[Zn+2] Chemical compound C(C(=O)[O-])(=O)[O-].N1N=NC(=C1)C(=O)O.[Zn+2] FFUBMALSYZNEON-UHFFFAOYSA-L 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000008118 PEG 6000 Substances 0.000 description 1
- 229920002584 Polyethylene Glycol 6000 Polymers 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000013207 UiO-66 Substances 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- BPKGOZPBGXJDEP-UHFFFAOYSA-N [C].[Zn] Chemical compound [C].[Zn] BPKGOZPBGXJDEP-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 239000005431 greenhouse gas Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000002440 industrial waste Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- UOURRHZRLGCVDA-UHFFFAOYSA-D pentazinc;dicarbonate;hexahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Zn+2].[Zn+2].[Zn+2].[Zn+2].[Zn+2].[O-]C([O-])=O.[O-]C([O-])=O UOURRHZRLGCVDA-UHFFFAOYSA-D 0.000 description 1
- 229920000747 poly(lactic acid) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000004626 polylactic acid Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 238000005556 structure-activity relationship Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000000153 supplemental effect Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/223—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material containing metals, e.g. organo-metallic compounds, coordination complexes
- B01J20/226—Coordination polymers, e.g. metal-organic frameworks [MOF], zeolitic imidazolate frameworks [ZIF]
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28054—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their surface properties or porosity
- B01J20/28057—Surface area, e.g. B.E.T specific surface area
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28054—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their surface properties or porosity
- B01J20/28078—Pore diameter
- B01J20/2808—Pore diameter being less than 2 nm, i.e. micropores or nanopores
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/50—Carbon dioxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/06—Zinc compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
- B01D2253/20—Organic adsorbents
- B01D2253/204—Metal organic frameworks (MOF's)
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2256/00—Main component in the product gas stream after treatment
- B01D2256/24—Hydrocarbons
- B01D2256/245—Methane
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/50—Carbon oxides
- B01D2257/504—Carbon dioxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2258/00—Sources of waste gases
- B01D2258/02—Other waste gases
- B01D2258/0283—Flue gases
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
- Y02C20/00—Capture or disposal of greenhouse gases
- Y02C20/40—Capture or disposal of greenhouse gases of CO2
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/151—Reduction of greenhouse gas [GHG] emissions, e.g. CO2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Analytical Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Nanotechnology (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Treating Waste Gases (AREA)
- Separation Of Gases By Adsorption (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361776223P | 2013-03-11 | 2013-03-11 | |
| US61/776,223 | 2013-03-11 | ||
| PCT/CA2014/000204 WO2014138878A1 (en) | 2013-03-11 | 2014-03-11 | Metal organic framework, production and use thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016516677A JP2016516677A (ja) | 2016-06-09 |
| JP2016516677A5 JP2016516677A5 (zh) | 2017-04-13 |
| JP6586366B2 true JP6586366B2 (ja) | 2019-10-02 |
Family
ID=51535655
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015561841A Active JP6586366B2 (ja) | 2013-03-11 | 2014-03-11 | 金属有機フレームワーク、その製造および使用 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9782745B2 (zh) |
| EP (1) | EP2971277B1 (zh) |
| JP (1) | JP6586366B2 (zh) |
| KR (1) | KR102057165B1 (zh) |
| CN (1) | CN105051269B (zh) |
| AU (1) | AU2014231699B2 (zh) |
| BR (1) | BR112015021875B1 (zh) |
| CA (1) | CA2904546C (zh) |
| ES (1) | ES2856694T3 (zh) |
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Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016133341A1 (ko) * | 2015-02-17 | 2016-08-25 | 주식회사 엘지화학 | 선형 무기 배위 고분자, 금속 착화합물, 이를 포함하는 금속 나노 구조체 및 촉매 조성물 |
| KR101848797B1 (ko) | 2015-02-17 | 2018-04-13 | 주식회사 엘지화학 | 선형 무기 배위 고분자, 금속 착화합물, 이를 포함하는 금속 나노 구조체 및 촉매 조성물 |
| CN106008809B (zh) * | 2016-07-29 | 2018-03-16 | 浙江大学 | 含三氮唑盐官能团的多孔交联聚合物及其制备方法和应用 |
| CA3040849A1 (en) * | 2016-10-21 | 2018-04-26 | Fundacio Institut Catala D'investigacio Quimica (Iciq) | A crystalline metal organic framework |
| US20210016245A1 (en) | 2018-03-14 | 2021-01-21 | Deepak Pahwa | METHOD FOR IN-SITU SYNTHESIS OF METAL ORGANIC FRAMEWORKS (MOFs), COVALENT ORGANIC FRAMEWORKS (COFs) AND ZEOLITE IMIDAZOLATE FRAMEWORKS (ZIFs), AND APPLICATIONS THEREOF |
| WO2019204934A1 (en) | 2018-04-25 | 2019-10-31 | Uti Limited Partnership | Synthesis of zinc mof materials |
| US11471866B2 (en) | 2019-02-25 | 2022-10-18 | King Fahd University Of Petroleum And Minerals | 4,4′-bipyridyl-ethylene MOFs of lead, zinc, or cadmium |
| CN110078751B (zh) * | 2019-04-09 | 2021-04-02 | 复旦大学 | 一种具有氯化钠型的多孔晶态材料及其制备方法 |
| CN109967039B (zh) * | 2019-04-15 | 2020-12-25 | 北京化工大学 | 一种对co2具有高效分离的复合材料的制备方法及应用 |
| CN110404509B (zh) * | 2019-06-15 | 2020-12-25 | 北京化工大学 | 一种具有多层结构的类“纳米精馏塔”的ILs@ZIF复合材料的制备方法 |
| CN110404585B (zh) * | 2019-09-02 | 2021-11-12 | 北京邮电大学 | 一种利用水浴加热在基底上制备mof片的方法 |
| CN113683782B (zh) * | 2020-05-18 | 2022-09-27 | 上海科技大学 | 一种金属-有机框架材料 |
| CN112079346B (zh) * | 2020-10-09 | 2022-08-30 | 济南大学 | 一种金属有机框架原位活化中空碳球及其制备方法和应用 |
| CN112316911B (zh) * | 2020-10-28 | 2021-11-16 | 青岛理工大学 | 一种双功能型金属有机骨架膜材料及其制备方法与应用 |
| JP7277801B2 (ja) * | 2021-03-15 | 2023-05-19 | ダイキン工業株式会社 | 吸着システム |
| JP7392217B2 (ja) * | 2021-04-16 | 2023-12-06 | 大原パラヂウム化学株式会社 | 多孔性金属錯体を含有する成形シート |
| US20240207791A1 (en) * | 2021-04-23 | 2024-06-27 | W. L. Gore & Associates, Inc. | Metal organic framework polytetrafluoroethylene composite structure and method of making the same |
| CN115322060B (zh) * | 2021-05-10 | 2023-06-27 | 中国科学院大连化学物理研究所 | Mil-53铝基金属有机框架材料作为安定剂的应用 |
| WO2023144762A2 (en) * | 2022-01-28 | 2023-08-03 | Ptt Exploration And Production Public Company Limited | A method for preparing metal-organic framework using microwave synthesis and metal-organic framework prepared therefrom |
| TW202342408A (zh) * | 2022-02-21 | 2023-11-01 | 日商大金工業股份有限公司 | 分離方法 |
| JP2023158570A (ja) * | 2022-04-18 | 2023-10-30 | 株式会社東芝 | 多孔性金属有機構造体、その製造方法、吸着材および二酸化炭素の分離方法 |
| WO2023232666A1 (en) | 2022-05-30 | 2023-12-07 | Yuecesan Guendog | Solid sorbents for capturing co 2 |
| CN116425130A (zh) * | 2023-03-24 | 2023-07-14 | 华南师范大学 | 双配体协同组装mof衍生的中空金属磷化物-氮掺杂碳的复合材料及其制备和应用 |
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| US6929679B2 (en) * | 2002-02-01 | 2005-08-16 | Basf Aktiengesellschaft | Method of storing, uptaking, releasing of gases by novel framework materials |
| EP1874459B1 (en) * | 2005-04-07 | 2015-10-14 | The Regents of The University of Michigan | High gas adsorption in a microporous metal-organic framework with open-metal sites |
| WO2008140788A1 (en) * | 2007-05-11 | 2008-11-20 | The Regents Of The University Of California | Adsorptive gas separation of multi-component gases |
| US8715395B2 (en) * | 2007-09-14 | 2014-05-06 | University Of North Texas | Fluorinated metal-organic frameworks for hydrocarbon storage |
| KR20120096454A (ko) * | 2009-06-19 | 2012-08-30 | 더 리전트 오브 더 유니버시티 오브 캘리포니아 | 유기-금속 골격체 및 이를 만드는 방법 |
| US8796462B2 (en) * | 2010-05-17 | 2014-08-05 | Rutgers, The State University Of New Jersey | Zeolitic imidazolate frameworks for kinetic separation of propane and propene |
| BR112013018614A2 (pt) * | 2011-01-21 | 2016-10-18 | Univ California | esqueleto met, método para separar ou armazenar um ou mais gases, dispositivo, condutor elétrico, catalisador, e, sensor químico |
| US9096616B2 (en) * | 2011-07-06 | 2015-08-04 | Basf Se | Process for preparing a porous metal-organic framework composed of zinc methylimidazolate |
| CN102389686B (zh) * | 2011-09-22 | 2014-07-30 | 中国石油大学(北京) | 一种含co2混合气的分离方法 |
| US20150158012A1 (en) * | 2013-12-06 | 2015-06-11 | Enovex Corporation | Adsorption based air separation using porous coordination polymers |
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| EP2971277B1 (en) | 2021-01-27 |
| AU2014231699A1 (en) | 2015-10-29 |
| US9782745B2 (en) | 2017-10-10 |
| KR20150127218A (ko) | 2015-11-16 |
| ES2856694T3 (es) | 2021-09-28 |
| EP2971277A4 (en) | 2016-12-21 |
| CN105051269B (zh) | 2019-03-19 |
| AU2014231699B2 (en) | 2018-01-04 |
| BR112015021875A2 (pt) | 2017-07-18 |
| CN105051269A (zh) | 2015-11-11 |
| BR112015021875A8 (pt) | 2019-11-26 |
| US20160016148A1 (en) | 2016-01-21 |
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